[(3S)-3-amino-3-carboxypropyl]dimethylsulfanium chloride

• ChemBase ID: 172853
• Molecular Formular: C6H14ClNO2S
• Molecular Mass: 199.69886
• Monoisotopic Mass: 199.04337737
• SMILES: [S+](CC[C@H](N)C(=O)O)(C)C.[Cl-]
• Canonical SMILES: N[C@H](C(=O)O)CC[S+](C)C.[Cl-]
• InChI: InChI=1S/C6H13NO2S.ClH/c1-10(2)4-3-5(7)6(8)9;/h5H,3-4,7H2,1-2H3;1H/t5-;/m0./s1
• InChIKey: MYGVPKMVGSXPCQ-JEDNCBNOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(3S)-3-amino-3-carboxypropyl]dimethylsulfanium chloride
• IUPAC Traditional name: S-methyl-L-methionine chloride
• Synonyms: [(3S)-3-Amino-3-carboxypropyl](dimethyl)sulfonium Chloride; SMMS; L-(3-Amino-3-carboxypropyl)(dimethyl)sulfonium Chloride; Vitamin U; Ardesyl; Cabagin; Cabagin U; Epadyn U; L-Methionine Methylsulfonium Chloride; MMSC; Merastom; Methylmethioninesulfonium Chloride; S-Methylmethionine Chloride; S-Methylmethionine Sulfonium Chloride; U-Vit; Vitas U; Yucron; L-Methionine-S-methyl Sulfonium Chloride

Database IDs

• CAS Number: 1115-84-0
• PubChem SID: 164228763
• PubChem CID: 16217806

CALCULATED PROPERTIES

• Acid pKa: 2.2369895
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -3.0985818
• LogD (pH = 7.4): -3.4862044
• Log P: -3.3250556
• Molar Refractivity: 41.0974 cm^3
• Polarizability: 17.25681 Å^3
• Polar Surface Area: 63.32 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M260470

A derivative of L-Methionine (M260440). Naturally occurring sulfonium compound found in a large number of plants. Identification of antiulcer vitamin in cabbage leaves. Antiulcerative.

REFERENCES

• Salim, A., et al.: J. Pharm. Sci., 81, 698 (1992)
• Klemke, R., et al.: J. Cell Biol., 137, 481 (1992)
• Fitsialos, G., et al.: J. Biol. Chem., 282, 15090 (1992)